title: A palladium-catalyzed approach to polycyclic sulfur heterocycles.
abstract: The synthesis of a variety of polycyclic thiophenes and benzothiophenes is accomplished via a palladium-catalyzed domino ortho-alkylation/direct arylation reaction. An examination of the intramolecular direct arylation of thiophenes suggests that an electrophilic metalation mechanism may be present. This method was further extended to include the synthesis of a (thieno)benzoxepine.
authors.affiliation: Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
authors.forename: Andrew
authors.initials: A
authors.lastname: Martins
authors.forename: Mark
authors.initials: M
authors.lastname: Lautens
mesh_terms: D000478:Alkylation; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000737:chemistry*; D013457:Sulfur Compounds / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry
chemical_list: D006571:Heterocyclic Compounds; D011083:Polycyclic Compounds; D013457:Sulfur Compounds; D013876:Thiophenes; D010165:Palladium